(2-Thienylmethyl)amine → 2-Amino-3-cyano-4-thenylaminoquinoline

HRID 1064355Notes

Reaction equation

HRID 1064355 reaction equation
[NH2:1][C:2]1[C:11]([C:12]#[N:13])=[C:10](Cl)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[S:15]1[CH:19]=[CH:18][CH:17]=[C:16]1[CH2:20][NH2:21]>O>[NH2:1][C:2]1[C:11]([C:12]#[N:13])=[C:10]([NH:21][CH2:20][C:16]2[S:15][CH:19]=[CH:18][CH:17]=2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1

Participants

4

Reactant 2

HCID 34005(2-Thienylmethyl)amineHCID 114811212-Amino-3-cyano4-chloroquinoline

Product 1

HCID 222737202-Amino-3-cyano-4-thenylaminoquinoline

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

5 g of 2-amino-3-cyano4-chloroquinoline, prepared as described in Example 1, is stirred with 11 ml of 2-thienylmethylamine at 130° C. for 3 hours. The reaction mixture is poured onto 50 ml of water, the resulting precipitate is filtered off, washed with 50 ml of water. The pale yellow material is recrystallized from 25 ml of ethanol to obtain 5.2 g of title compound, mp.: 208° C.

Workup

  1. filtrationthe resulting precipitate is filtered off
  2. washwashed with 50 ml of water
  3. customThe pale yellow material is recrystallized from 25 ml of ethanol

Sources & evidence

ORD record
ord-dfc57241a00742a0b96b530dcc4e6038
Source dataset
uspto-grants-2005_11
Patent number
US06969723B2

Reaction notes

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